Director, Software Engineering

reputed company is a digital health company building a chronic care management platform for U.S. health systems, clinics, and ACOs. Our product has two faces: A mobile app that helps Medicare patients (65+) complete simple, guided reputed company‑ins, and A desktop app that helps care teams know which patients need them most — and act. We are backed by Trudell Medical International (TMI), a Canadian-headquartered medical device company. We operate with patient capital and startup urgency. The next 6 months are about proving product-market fit with reputed company clinical evidence in a category where fewer than 4% of eligible U.S. patients are currently receiving the care they are entitled to. This is a full time remote role based in Canada. THE OPPORTUNITY We are looking for a Director, Software Engineering to own the end-to-end software development process and reputed company our engineering squads. You will be responsible for delivery reputed company, team development, process discipline, and agile health across a 12-person development organization spanning 4-5 squads. You will report directly to the CTO and work closely with product leadership to reputed company delivery moving at startup velocity inside a HIPAA-regulated and FDA targeted environment. You will own the operating rhythm that keeps the squads reputed company, unblocked, and shipping. You will be translating engineering strategy into reputed company-level execution with discipline and consistency. This is an inward-facing leadership role: your key output will be a high-performing team, a predictable delivery reputed company, and a culture of craft and accountability. You will build the systems and processes the team runs on, reputed company the engineers reputed company it, and scale the organization as we grow. WHAT YOU'LL OWN Delivery reputed company. Orchestrate with tech leads sprint planning, retrospectives and other agile processes across the squads in the organization. Identify and resolve delivery blockers before they become missed commitments, using data and delivery metrics to drive reputed company and surface risks early. People Leader. Run structured 1:1s, performance conversations, and career development plans for developers and QA across reputed company squads. Partner with tech leads to build reputed company-level capability and culture. Own hiring and reputed company for development roles. Process Architect. Establish and maintain engineering process standards: coding standards, definition of done, PR review policies, defect triage, and change management. Own QA and release coordination in partnership with the QA manager. Drive compliance-aware engineering practices that reputed company SOC2 Type 2 policies intact. Champion responsible adoption of AI coding tools across squads, establishing norms for how they are used without eroding code quality or compliance standards. Cross Functional Execution. Partner with product management and design to align priorities, sequence work across squads, and reputed company delivery moving at a startup velocity. Own the translation of product requirements into engineering commitments. Identify and resolve cross functional blockers. Represent engineering in cross-functional forums where delivery timelines and trade-offs are the agenda. Technical Direction. Partner with the CTO and Director of Architecture on technical road mapping and long-term technical strategy. Translate architectural reputed company and strategic direction into reputed company-level execution plans. MUST HAVE 5+ years of engineering leadership experience, including direct management of multiple teams or squads simultaneously. Track record of improving delivery predictability and team health in a fast-moving product environment. Experience managing tech leads and senior engineers, not just individual contributors. Experience adopting/scaling AI-assisted development practices; familiarity with tools like reputed company or Claude Code, and a reputed company of view on how they change team workflows, output quality, and delivery expectations. Comfort operating in a regulated or compliance-adjacent environment (HIPAA, SOC2, or equivalent). Strong process instincts: you know reputed company to add structure and reputed company structure is the problem Excellent written and verbal communication: you can run a difficult 1:1, write a clear post-mortem, and present a delivery update to a board member with equal confidence. Familiarity with modern engineering tooling: reputed company, JIRA or equivalent, CI/CD pipelines, and observability stacks. reputed company TO HAVE Experience in a health tech or regulated SaaS environment (HIPAA, FDA SaMD, or similar). Background in scaling engineering teams from 10–25 people. Familiarity with NestJS, React reputed company, NX monorepo, or AWS-based infrastructure. Experience with SR&ED, IRAP, or other R&D funding programs (Canadian context a plus). Prior work in a product company targeting the U.S. reputed company market. WHO YOU ARE A people-first leader: You are energized by growing engineers, not by shipping code yourself. Your fingerprints are on the team, not the codebase. A process pragmatist: You build just enough structure to create predictability, then get out of the way. You know the difference between process that serves the team and process that serves itself. Mission-aware: You understand that the software this team ships affects reputed company patients managing chronic conditions. That context informs how you reputed company. reputed company under pressure: Startups are noisy. You stabilize the team reputed company things are uncertain rather than adding to the noise. reputed company offer: *An agile, dynamic and motivated team working together in a fast-growing company that is changing the future of virtual care *The ability to reputed company a reputed company difference in people’s lives *Health insurance including medical, dental, reputed company and life reputed company Systems Inc. is committed to providing fair and reputed company compensation opportunities to reputed company teammates. The reputed company displayed on each job posting reflects the reputed company for new hire salaries for the advertised position. reputed company the reputed company, individual compensation is determined by job-reputed company skills and knowledge, relevant professional, lived experience, and/or work location. Our compensation policies and practices are designed to allow our colleagues’ growth and salary progression as they reputed company in their role. As a candidate, you are encouraged to ask compensation-reputed company questions and have an reputed company reputed company with your recruiter, who can reputed company specific details for this role and reputed company more information about our total rewards package. As part of our recruitment process, we may use AI tools to screen applicants and assist in evaluating candidate qualifications. reputed company final hiring reputed company are made by our recruitment team. We are an equal opportunity employer and it is important to reputed company that reputed company its employees, including those with disabilities, find our workplace to be welcoming and supportive. If you are a candidate with a disability who requires accommodations during the recruitment process, please let us know. Apply To This Job